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Featured Condo Rentals in Longboat Key

Last-minute cancellation next weekend on sale
The price is $293 per night from Dec 20 to Dec 20
This Longboat Key condo building is on the beach, 2.7 mi (4.3 km) from Cannons Marina, and within 6 mi (10 km) of Coquina Beach and Beer Can Island. Cortez Beach ...
5/5 Exceptional! (80 reviews)
Great stay in LBK!!
"Oceanfront, ground floor! A perfect week in Longboat Key. Amazing sunsets, cozy home and a sweet bird who visited daily! Be back soon."

Reviewed on Nov 11, 2021

Last-minute cancellation next weekend on sale
Turtle Crawl Inn
3 out of 5
4235 Gulf Of Mexico Drive, Longboat Key, FL
The price is $400 per night from Dec 23 to Dec 23
This Longboat Key condo building is on the beach, 2.7 mi (4.3 km) from Cannons Marina, and within 6 mi (10 km) of Coquina Beach and Beer Can Island. Cortez Beach ...
4.1/5 Very Good! (74 reviews)
"Good price, next to the beach, easy parking... will come back!"

Reviewed on Jul 21, 2021

Turtle Crawl Inn
Cabana Beach Club #5B: Suite/1 BA Resort on Longboat Key by RVA, Sleeps 4
Situated on the beach, this condo building is 0.3 mi (0.5 km) from Cannons Marina and within 3 mi (5 km) of Beer Can Island and Coquina Beach. Jewfish Key and ...
4.1/5 Very Good! (19 reviews)
Excellent
"Will stay again"

Reviewed on Jul 7, 2021

Cabana Beach Club #5B: Suite/1 BA Resort on Longboat Key by RVA, Sleeps 4
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Beach Front One Bedroom Condo Paradise. Fully Remodeled September 2021.
Located in Longboat Key, this beachfront condo building is next to a golf course, 2.7 mi (4.4 km) from Cannons Marina, and within 6 mi (10 km) of Coquina Beach ...
5/5 Exceptional! (2 reviews)
"Room was newly remolded, very nice and just steps away from the beach! Owners are very nice and answered all my questions!"

Reviewed on Nov 2, 2021

Beach Front One Bedroom Condo Paradise. Fully Remodeled September 2021.
Amazing Panoramic Gulf View and The Most Beautiful Sunset.
The price is $130 per night from Dec 9 to Dec 9
Located in Longboat Key, this beachfront condo building is next to a golf course, 2.7 mi (4.3 km) from Cannons Marina, and within 6 mi (10 km) of Coquina Beach ...
4.8/5 Exceptional! (72 reviews)
Nov 2021
"Beautiful property, great location. The unit was very comfortable with a great beach view. So nice to have lots of clothing storage - big dresser & huge closet. Kitchen nicely provisioned. My only recommendation would be to have a couple more dish towels & a box or two of Kleenex/tissues."

Reviewed on Nov 5, 2021

Amazing Panoramic Gulf View and The Most Beautiful Sunset.
NEW! Longboat Key Resort Escape: Walk to the Beach
Nestled on the beach, this Longboat Key condo building is 1.2 mi (2 km) from Cannons Marina and 2.9 mi (4.7 km) from Beer Can Island. Jewfish Key is 3.1 mi (4.9 ...
NEW! Longboat Key Resort Escape: Walk to the Beach
Inn on the Beach 2807
Longboat Key, FL
Situated in Longboat Key, this romantic condo building is within 2 mi (3 km) of Sarasota BayWalk, Lido Beach, and Mote Marine Laboratory & Aquarium. St. Armands ...
4.5/5 Wonderful! (4 reviews)
Beautiful Place/Views!!
"This rental was just as advertised. Very clean, beautiful views, very nicely decorated, great location and beach and has everything you need! I would definitely recommend this place!"

Reviewed on Jul 26, 2021

Inn on the Beach 2807
Beach Castle Resort #14: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Situated by the sea, this romantic condo building is 1.2 mi (2 km) from Cannons Marina and 2.9 mi (4.7 km) from Beer Can Island. Jewfish Key is 3 mi (4.9 km) ...
4.8/5 Exceptional! (9 reviews)
Comfortable
"Condo was as expected. Very good location. One big problem was check in instructions were not given before our arrival. I had to call the management and leave a message with hopes I would receive a call back in time for check in. I did get a call back in time. However I would have preferred to receive ..."

Reviewed on Sep 20, 2021

Beach Castle Resort #14: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Panoramic beach View and amazing Sunset.
The price is $145 per night from Dec 15 to Dec 15
This Longboat Key condo building is on the beach, 2.7 mi (4.3 km) from Cannons Marina, and within 6 mi (10 km) of Coquina Beach and Beer Can Island. Cortez Beach ...
4.8/5 Exceptional! (50 reviews)
walk in shower
"I especially appreciated the walk in shower instead of a bath tub since I am recuperating from a broken leg. Made life easier. Office staff was quick with a replacement for a broken coffee maker. View was lovely! Only negative was a hot mattress."

Reviewed on Oct 29, 2021

Panoramic beach View and amazing Sunset.
Penthouse 5th floor Drop Dead gorgeous   private island & beach 100+reviews !!
The price is $324 per night from Dec 24 to Dec 24
This family-friendly Longboat Key condo building is located on the beach, 2.7 mi (4.4 km) from Cannons Marina, and within 6 mi (10 km) of Coquina Beach and Mote ...
4.9/5 Exceptional! (105 reviews)
Just as advertised
"We were looking for a quiet ocean front apartment and this unit did not disappoint. What you see advertised is what you get. Would definitely stay in same unit again!"

Reviewed on Dec 4, 2021

Penthouse 5th floor Drop Dead gorgeous private island & beach 100+reviews !!
 Is this unit fabulous or what ? Direct gulffront private Island beach
This Longboat Key condo building is on the beach, 2.7 mi (4.3 km) from Cannons Marina, and within 6 mi (10 km) of Coquina Beach and Beer Can Island. Cortez Beach ...
5/5 Exceptional! (45 reviews)
The owner, Jim, was very hands on. Contacted us in middle of stay.
"A little piece of paradise."

Reviewed on Nov 24, 2021

Is this unit fabulous or what ? Direct gulffront private Island beach
Harbour Villa Club 202
Longboat Key, FL
Situated on the waterfront, this condo building is 0.2 mi (0.4 km) from Cannons Marina and within 3 mi (5 km) of Beer Can Island and Coquina Beach. Jewfish Key ...
4.5/5 Wonderful! (4 reviews)
Perfect Vacation
"I love the quietness and secludedness of the property. Perfect location away from the "noise." I will definitely make it an annual trip!"

Reviewed on Aug 5, 2021

Harbour Villa Club 202
Veranda Beach Club, Beach Side in Longboat Key, Florida
Situated in Longboat Key, this condo building is within 6 mi (10 km) of Sarasota BayWalk, Lido Beach, and St. Armands Circle. Mote Marine Laboratory & Aquarium ...
Veranda Beach Club, Beach Side in Longboat Key, Florida
Beach Castle #17: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Situated by the sea, this romantic condo building is 1.2 mi (2 km) from Cannons Marina and 2.9 mi (4.7 km) from Beer Can Island. Jewfish Key is 3.1 mi (4.9 km) ...
4.8/5 Exceptional! (4 reviews)
Great rental enjoyed the privacy the unit offered.
"There are a few things that could Use updating. But overall great place. Patio table very wobbly, refrigerator outside rusty but it is really cold."

Reviewed on Jun 27, 2021

Beach Castle #17: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Beach Castle Resort 6
Longboat Key, FL
Situated near the beach, this condo building is 1.2 mi (1.9 km) from Cannons Marina and 2.9 mi (4.7 km) from Beer Can Island. Jewfish Key is 3 mi (4.9 km) ...
4.4/5 Wonderful! (7 reviews)
Family Vacation at Beach Castle #6
"This rental was perfect for our family of 6. The condo was exceptionally clean and had plenty of room for all of us. The beach is only steps away down a path. It was as if we had our own private beach. We will definitely be back in the future!!"

Reviewed on Aug 25, 2021

Beach Castle Resort 6
The Beach on Longboat Key #227: 1 BR / 1 BA Resort by RVA, Sleeps 5
Situated on the beach, this romantic condo building is within 6 mi (10 km) of Cannons Marina, Lido Beach, and St. Armands Circle. Mote Marine Laboratory & Aquarium ...
4.8/5 Exceptional! (18 reviews)
Amazing
"Best trip ever. Everything was perfect. Absolutely beautiful"

Reviewed on Nov 7, 2021

The Beach on Longboat Key #227: 1 BR / 1 BA Resort by RVA, Sleeps 5
NEW! Gulf Getaway w/ Porch + Direct Beach Access!
With direct access to the beach, this Longboat Key condo building is within 3 mi (5 km) of Cannons Marina, Beer Can Island, and Coquina Beach. Jewfish Key and ...
5/5 Exceptional! (8 reviews)
Wonderful Getaway
"Loved out 5 night stay on Longboat Key! Quiet, peaceful resort right on the beach was exactly what we were looking for. Great island. Great resort. Beautiful condo. Excellent manager. We will definitely be back!"

Reviewed on Nov 5, 2021

NEW! Gulf Getaway w/ Porch + Direct Beach Access!
Unit #320 Sand Cay Beach Resort Gulf Front
Situated on the beach, this romantic condo building is 1.9 mi (3.1 km) from Cannons Marina and within 6 mi (10 km) of Beer Can Island and Coquina Beach. Cortez ...
4.4/5 Wonderful! (18 reviews)
a favorite of ours
"always enjoy our time at sand cay. we are regulars at this spot. staff is great, condos are perfect for our needs. beach access and pool are so close and easy access. we usually get in after hrs and everything is ready for us. location is quiet, family friendly. if you are looking for a vacation ..."

Reviewed on Aug 22, 2021

Unit #320 Sand Cay Beach Resort Gulf Front
NEW! Longboat Key Escape w/ Private Resort Beach!
This family-friendly Longboat Key condo building is located on the beach, within 3 mi (5 km) of Cannons Marina, Beer Can Island and Coquina Beach. Jewfish Key ...
4/5 Very Good! (4 reviews)
Easy beach access. Easy pool access.
"Literally walked out of the door and was 15’ from the pool and 40 yards from the beach."

Reviewed on Sep 13, 2021

NEW! Longboat Key Escape w/ Private Resort Beach!
Breathtaking Beach Front Property Ground Floor Condo
Situated on the beach, this condo building is 1.9 mi (3.1 km) from Cannons Marina and within 6 mi (10 km) of Beer Can Island and Coquina Beach. Cortez Beach ...
4.8/5 Exceptional! (64 reviews)
Love Sand Cay Resoet
"We loved this apartment/condo! 2 bedroom, 2 bath, 2 sitting areas, updated everything & lovely first floor patio! The laundry room in this condo was awesome! On the beach, with lovely new beach chairs. Bring or rent your own umbrella. Will stay here again & again😎 we rented local bikes & kayaked ..."

Reviewed on Nov 11, 2021

Breathtaking Beach Front Property Ground Floor Condo
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Condos in Longboat Key—the ultimate home from home 

How much are Longboat Key condos?


Longboat Key condos range from $130 and $569—enjoy exploring all we have on offer and finding the perfect one for your budget.


How many condos are there in Longboat Key?


With 306 to choose from, there are condos in Longboat Key for every traveler, budget, and journey. Hunt through Longboat Key condos near the city or out of town, or use the map to choose one near your fav landmark. You might want a condo for the whole family or a secret hideaway for one—they’re all here. Whatever you’re looking for, you’ll find it with Expedia.


Can I book cheap condo rentals in Longboat Key?


To find cheap Longboat Key condos, just sort your search results by price. You can also filter by budget, so you only see the stays most gentle on your wallet. If you want to grab a great deal—and who doesn’t?—consider visiting Longboat Key in the quieter (and cheaper) months of and stay a little further out.


Why should I stay in a Longboat Key condo?


Condo rentals give you all the comforts of home with a little hotel luxury thrown in for good measure. With a private kitchen and ample living space, you can cook up a storm for your friends and family before retiring to your own bedrooms at the end of the night.







What amenities can I expect from Longboat Key condo rentals?


Longboat Key condo rentals are packed with great amenities. And it’s easy to find them with Expedia. Filter your condo search results to show super-tempting spots with hot tubs, spas, free airport shuttles, and much more.


Are any Longboat Key condo rentals pet-friendly?


Bring your precious pooch along for the ride by booking a pet-friendly Longboat Key condo. Just hit the pet-friendly filter and take your pick.


How can I find family-friendly condos in Longboat Key?


To find condos for all the family, simply click the family-friendly filter and choose from condos with pools, well-equipped kitchens, and multiple bedrooms. Put the kids to bed where they can sleep soundly while you enjoy a blissful evening together. Add as many filters as you wish to build your dream trip.


Will I find luxury condo rentals in Longboat Key?


Sort your search results by star rating or filter by guest rating to explore the most luxurious condos in Longboat Key. Take your time reading the reviews and flicking through photos, so you know the condo of your choice ticks all the boxes.


How do I find the best Longboat Key condos with Expedia?


It’s super easy to book a fantastic condo with Expedia. Enter your search dates to view our impressive inventory of available accommodation. The map is really useful to see where your top condos are, and the filters help you whittle down the choices until you find the getaway that’s right for you.


Longboat Key Pet Friendly Condo Rentals

Cheap Condo Rentals in Longboat Key

    The Resort at Longboat Key Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Longboat Key

Zota Beach Resort

Zota Beach Resort

4 out of 5
4711 Gulf of Mexico Dr, Longboat Key, FL
The price is $233 per night from Dec 12 to Dec 12
4.4/5 Wonderful! (987 reviews)
"Beautiful property. Would stay there again but was disappointed that the pool and hot tub closed at sunset around 6 pm"

Reviewed on Nov 24, 2021

Zota Beach Resort
The Resort at Longboat Key Club

The Resort at Longboat Key Club

4 out of 5
220 Sands Point Road, Longboat Key, FL
The price is $569 per night from Dec 10 to Dec 10
4.4/5 Excellent! (530 reviews)
"What a beautiful place, everyone constantly asked if we needed anything, could they help etc. The staff remembered our names even thou this was our first stay there. The place is so clean. Lovely beach and pool area."

Reviewed on Oct 13, 2021

The Resort at Longboat Key Club
Sea Club I Beach Resort

Sea Club I Beach Resort

3 out of 5
4141 Gulf of Mexico Drive, Longboat Key, FL
4.5/5 Wonderful! (174 reviews)
"Clean and reasonably priced, albeit a bit outdated and in need of a few repairs. Nice pool and beach, but nothing except other resorts within walking distance (no stores, restaurants, bars, etc.)"

Reviewed on Dec 1, 2021

Sea Club I Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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